Pyrrolidine → HCID 16117620, compound

Participants

Reaction Steps

Using the same procedure as in Example 26, methyl (2S)-2-[(4-{[1-(pyridin-2-ylmethyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]propanoate (250 mg, 0.55 mmol) was reacted with pyrrolidine (0.46 ml, 5.5 mmol) to give the title compound as a beige solid (140 mg, 50%), except that the mixture was heated at 55° C. for 20 hours and purified by chromatography on silica gel (eluant: 4% methanol in DCM); NMR Spectrum 1.60 (d, 3H), 1.82 (m, 2H), 1.94 (m, 2H), 3.49-3.30 (m, 3H), 3.76 (m, 1H), 5.62 (q, 1H), 5.77 (s, 2H), 6.95 (d, 1H), 7.28 (m, 2H), 7.35 (d, 1H), 7.74-7.68 (m, 3H), 7.82 (dd, 1H), 8.15 (s, 1H), 8.53 (m, 3H), 11.08 (br s, 1H); Mass spectrum MH+ 494.

Provenance & Evidence